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Structural analog

From Wikipedia, the free encyclopedia
Compound with a similar structure to another
This article is about the chemistry term. For related uses, seeanalogical models andanalog (disambiguation).

Astructural analog, also known as achemical analog or simply ananalog, is acompound having astructure similar to that of another compound, but differing from it in respect to a certain component.[1][2][3]

It can differ in one or moreatoms,functional groups, or substructures, which are replaced with other atoms, groups, or substructures. A structural analog can be imagined to be formed, at least theoretically, from the other compound. Structural analogs are oftenisoelectronic.

Despite a high chemical similarity, structural analogs are not necessarilyfunctional analogs and can have very different physical, chemical, biochemical, or pharmacological properties.[4]

Indrug discovery, either a large series of structural analogs of an initiallead compound are created and tested as part of astructure–activity relationship study[5] or a database isscreened for structural analogs of alead compound.[6]

Chemical analogues ofillegal drugs are developed and sold in order to circumvent laws. Such substances are often calleddesigner drugs. Because of this, the United States passed theFederal Analogue Act in 1986. This bill banned the production of any chemical analogue of aSchedule I orSchedule II substance that has substantially similar pharmacological effects, with the intent of human consumption.

Examples

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Neurotransmitter analog

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A neurotransmitter analog is a structural analogue of aneurotransmitter, typically adrug. Some examples include:

See also

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References

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  1. ^Willett, Peter; Barnard, John M.; Downs, Geoffrey M. (1998)."Chemical Similarity Searching"(PDF).Journal of Chemical Information and Computer Sciences.38 (6):983–996.CiteSeerX 10.1.1.453.1788.doi:10.1021/ci9800211.
  2. ^A. M. Johnson; G. M. Maggiora (1990).Concepts and Applications of Molecular Similarity. New York: John Wiley & Sons.ISBN 978-0-471-62175-1.
  3. ^N. Nikolova; J. Jaworska (2003). "Approaches to Measure Chemical Similarity - a Review".QSAR & Combinatorial Science.22 (9–10):1006–1026.doi:10.1002/qsar.200330831.
  4. ^Martin, Yvonne C.; Kofron, James L.; Traphagen, Linda M. (2002). "Do Structurally Similar Molecules Have Similar Biological Activity?".Journal of Medicinal Chemistry.45 (19):4350–4358.doi:10.1021/jm020155c.PMID 12213076.
  5. ^Schnecke, Volker & Boström, Jonas (2006). "Computational chemistry-driven decision making in lead generation".Drug Discovery Today.11 (1–2):43–50.doi:10.1016/S1359-6446(05)03703-7.PMID 16478690.
  6. ^Rester, Ulrich (2008). "From virtuality to reality - Virtual screening in lead discovery and lead optimization: A medicinal chemistry perspective".Current Opinion in Drug Discovery & Development.11 (4):559–68.PMID 18600572.

External links

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